90 Winston Avenue, Hamilton, ON

$1,299,900

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5

Beds

4

Baths

2,900

Square feet

About 90 Winston Avenue

Welcome to 90 Winston Avenue - Mid Century Modern Elegance in the vibrant community of Westdale's Ainslie Wood North! A rare opportunity to own a beautifully preserved custom slice of mid-century modern design in one of Westdale's most desirable neighbourhoods on one of the most family friendly streets. This gem is only steps away from McMaster University. Ideal for families, professionals or investors alike! With over 2900' of above-grade living space and a fully finished basement with lots of living space and a separate rental apartment, this home offers over 4000' of beautifully curated retro-modern style-perfect for multigenerational living or generating rental income. From the floor to ceiling windows and iconic 735' open concept living/dining area, to the vibrant turquoise slate tile floors, to the exquisite blond wood builts ins and iconic panelling, to the airy floating staircase, this home exudes character and charm. The entertainer's kitchen features two ovens and two dishwashers, ideal for hosting, and flows seamlessly into a butler's pantry space that includes laundry. Between the kitchen and the Florida-style sun room, you will find a timeless pass-through window - a conversation piece in itself!! Downstairs, the fully independent apartment rental includes a separate entrance, kitchen and living space-offering flexible living options, a private office space or other potential revenue streams and is currently rented for $850.00/month. There is the potential for the entire lower level space to be a large sized in-law / apartment leaving so much space upstairs!! Outside, enjoy the double car garage, parking for 4 and a private backyard oasis with a lit pergola and outdoor fireplace-perfect for evening gatherings. Don't miss your chance to own a piece of architectural history!!

Features of 90 Winston Avenue

MLS® # 40776765
Price $1,299,900
Bedrooms 5
Bathrooms 4.00
Full Baths 3
Half Baths 1
Square Footage 2,900
Acres 0.00
Year Built 1960
Type Residential
Sub-Type Single Family Residence
Style Two Story
Status Active

Community Information

Address 90 Winston Avenue
Area 11 - Hamilton West
Subdivision 110 - Ainslie Wood North
City Hamilton
County Hamilton
Province ON
Postal Code L8S 2S6

Amenities

Parking Spaces 4
Parking Attached Garage, Garage Door Opener
# of Garages 2.00
Is Waterfront No

Interior

Interior Features Auto Garage Door Remote(s), In-law Capability, In-Law Floorplan, Water Meter
Appliances Dishwasher, Dryer, Refrigerator, Stove, Washer
Heating Forced Air
Cooling Central Air
Fireplace Yes
# of Fireplaces 1
Fireplaces Family Room
Has Basement Yes
Basement Walk-Up Access, Full, Finished

Exterior

Lot Description Urban, Airport, Near Golf Course, Highway Access, Hospital, Library, Major Highway, Park, Place of Worship, Public Transit, Quiet Area, Schools, Trails
Roof Flat
Construction Brick, Stucco

School Information

Elementary Kehila Heschel, Cootes Paradise, Dalewood, Canadian Martyrs
High Westdale, St. Mary's

Additional Information

Date Last Updated October 14th, 2025
Zoning C/S-1335

Listing Details

OfficeReal Broker Ontario Ltd.

Listing Map

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